2039-85-2 Usage
Description
3-Chlorostyrene, also known as Vinylbenzene, is an organic compound that belongs to the class of aromatic hydrocarbons. It is characterized by the presence of a chlorine atom attached to a styrene molecule, which gives it unique chemical properties. As a clear colorless liquid, 3-Chlorostyrene possesses weak acidic properties and is known for its reactivity in various chemical reactions.
Uses
Used in Electronics Industry:
3-Chlorostyrene is used as an electron resist for direct device fabrication. Its unique chemical properties make it a promising candidate in the development of advanced materials for the electronics industry. The application reason is that 3-Chlorostyrene can be utilized in the production of high-quality electron resists, which are essential for creating intricate patterns and structures on semiconductor wafers during the manufacturing process of microelectronic devices.
Used in Chemical Synthesis:
3-Chlorostyrene is also used as a building block in the synthesis of various organic compounds. Its reactivity and the presence of the chlorine atom make it a versatile starting material for the production of a wide range of chemicals, including pharmaceuticals, agrochemicals, and specialty chemicals. The application reason is that 3-Chlorostyrene can undergo various chemical reactions, such as substitution, addition, and elimination, to form a diverse array of products with different functional groups and molecular structures.
Used in Polymer Industry:
3-Chlorostyrene can be used as a monomer in the polymer industry to produce a variety of polymers with specific properties. The application reason is that the presence of the chlorine atom in the styrene molecule can influence the polymer's physical and chemical properties, such as its solubility, reactivity, and thermal stability. These polymers can be used in various applications, including coatings, adhesives, and plastics.
Preparation
1-(m-Chlorophenyl)ethanol is reacted with potassium hydrogen sulfate in the presence of p-tert-butylcatechol to give m-chlorostyrene.
Synthesis Reference(s)
Journal of the American Chemical Society, 70, p. 1180, 1948 DOI: 10.1021/ja01183a088Organic Syntheses, Coll. Vol. 3, p. 204, 1955
Synthesis Reference(s)
Synthetic Communications, 11, p. 405, 1981 DOI: 10.1080/00397918108064307
Check Digit Verification of cas no
The CAS Registry Mumber 2039-85-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,3 and 9 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 2039-85:
(6*2)+(5*0)+(4*3)+(3*9)+(2*8)+(1*5)=72
72 % 10 = 2
So 2039-85-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H7Cl/c1-2-7-4-3-5-8(9)6-7/h2-6H,1H2
2039-85-2Relevant articles and documents
Photoredox Catalyzed Sulfonylation of Multisubstituted Allenes with Ru(bpy)3Cl2 or Rhodamine B
Chen, Jingyun,Chen, Shufang,Jiang, Jun,Lu, Qianqian,Shi, Liyang,Xu, Zekun,Yimei, Zhao
supporting information, (2021/11/09)
A highly regio- and stereoselective sulfonylation of allenes was developed that provided direct access to α, β-substituted unsaturated sulfone. By means of visible-light photoredox catalysis, the free radicals produced by p-toluenesulfonic acid reacted with multisubstituted allenes to obtain Markovnikov-type vinyl sulfones with Ru(bpy)3Cl2 or Rhodamine B as photocatalyst. The yield of this reaction could reach up to 91%. A series of unsaturated sulfones would be used for further transformation to some valuable compounds.
Controlling the Lewis Acidity and Polymerizing Effectively Prevent Frustrated Lewis Pairs from Deactivation in the Hydrogenation of Terminal Alkynes
Geng, Jiao,Hu, Xingbang,Liu, Qiang,Wu, Youting,Yang, Liu,Yao, Chenfei
, p. 3685 - 3690 (2021/05/31)
Two strategies were reported to prevent the deactivation of Frustrated Lewis pairs (FLPs) in the hydrogenation of terminal alkynes: reducing the Lewis acidity and polymerizing the Lewis acid. A polymeric Lewis acid (P-BPh3) with high stability was designed and synthesized. Excellent conversion (up to 99%) and selectivity can be achieved in the hydrogenation of terminal alkynes catalyzed by P-BPh3. This catalytic system works quite well for different substrates. In addition, the P-BPh3 can be easily recycled.
Electrochemistry enabled selective vicinal fluorosulfenylation and fluorosulfoxidation of alkenes
Jiang, Yimin,Shi, Zhaojiang,Wu, Jinnan,Wu, Shaofen,Ye, Keyin,Yu, Yi,Yuan, Yaofeng
supporting information, (2021/11/17)
Both sulfur and fluorine play important roles in organic synthesis, the life science, and materials science. The direct incorporation of these elements into organic scaffolds with precise control of the oxidation states of sulfur moieties is of great significance. Herein, we report the highly selective electrochemical vicinal fluorosulfenylation and fluorosulfoxidation reactions of alkenes, which were enabled by the unique ability of electrochemistry to dial in the potentials on demand. Preliminary mechanistic investigations revealed that the fluorosulfenylation reaction proceeded through a radical-polar crossover mechanism involving a key episulfonium ion intermediate. Subsequent electrochemical oxidation of fluorosulfides to fluorosulfoxides were readily achieved under a higher applied potential with the adventitious H2O in the reaction mixture.
